2008
DOI: 10.22401/jnus.11.3.03
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Synthesis and Curing of Novel Phenol-Formaldehyde Resins Containing Pendant Citraconimides

Abstract: Four novel phenol-formaldehyde resins having pendant citraconimides in their repeating units were synthesized via condensation of formaldehyde with N-(hydroxy phenyl) citraconimides under conditions similar to those used in novolac preparation.The prepared resins were modified by using two methods the first one involved esterification of phenolic hydroxyl groups via treatment of the resins with different acid chlorides in the presence of triethyl amine producing sixteen new resins while the second method invol… Show more

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Cited by 11 publications
(15 citation statements)
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“…All the newly synthesized compounds structures were determined based on the standard literature procedure [ 26 , 27 ]. As a representative example, the 1 H NMR spectrum of compound 5a shows a characteristic singlet at δ 5.46 ppm, which is due to the presence of phenolic OH and a distorted doublet at δ 3.19 ppm corresponding to the newly generated methylene group between the phenolic rings.…”
Section: Resultsmentioning
confidence: 99%
“…All the newly synthesized compounds structures were determined based on the standard literature procedure [ 26 , 27 ]. As a representative example, the 1 H NMR spectrum of compound 5a shows a characteristic singlet at δ 5.46 ppm, which is due to the presence of phenolic OH and a distorted doublet at δ 3.19 ppm corresponding to the newly generated methylene group between the phenolic rings.…”
Section: Resultsmentioning
confidence: 99%
“…The final step was the reaction of compound(4) with number of substituted aldehydes and ketones to form substituted benzene sulfonohydrazones (5)(6)(7)(8)(9)(10)(11)(12), the mechanism of the reaction start when the nucleophile electron pair of the nitrogen of the primary amine attack the carbonyl of the aldehyde or ketone, then the next step was the proton transfer to give cabinolamine, then the final step was dehydration catalyzed by acid to form the new nitrogen carbon double bond. The scheme (1) below describes the mechanism [16].…”
Section: -Results and Discussionmentioning
confidence: 99%
“…Table (3) shows the 1 HNMR data of the resulted compounds (5)(6)(7)(8)(9)(10)(11)(12), the expected chemical shifts at δ 10.01 to 8.99 ppm were appeared as a singlet signals which belong to the proton of N-H, while the multiplet signal appeared in the region 8.21 to 7.21 belongs to aromatic protons, these two signals belong to all resulted compounds (5)(6)(7)(8)(9)(10)(11)(12). The N=C-H proton gave singlet bands between 7.55 to 7.62 in compounds (5,7,10,11), while the CH3 protons (5,8,12) gave singlet at δ 3.42 ppm and in (10,11) shift at 3.92 due to the methoxy group.…”
Section: -Results and Discussionmentioning
confidence: 99%
“…The wave number at 1252.06 cm -1 is C-C-O phenol, Poljansek, [8]. The band at 3308.29 cm -1 is the hydroxyl group [9]. Band at 1739.48 cm -1 is assigned to free carbonyl, while a lower frequency at 1651.73 cm -1 [10].…”
Section: B-fourier Transform Infrared (Ftir) Spectroscopymentioning
confidence: 99%